Organic Chemistry III
	Professor Carl C. Wamser
Chem 336 - Spring 2009	Quiz 28

1. (3 points) Write a complete structure for cyclic AMP, which is adenosine with a single phosphate joining positions 3’ and 5’.

2. (3 points) Describe the structure of the compound below as accurately as you can.
What are the constituents? How are they joined together?

beta-D-ribofuranoside

with C-1 N-glycoside of a dimethylamino group

a C-2 monophosphate

a C-5 ester of hexadecanoic acid

3. (4 points) The structure below is an enol tautomer of a standard base.
Which base is it? Write its name and standard structure.

Show the mechanism by which the enol form would be converted to the standard form using acid catalysis.
Show all the resonance forms for the intermediate.